What to Wear with Leggings

What to Wear with Leggings: 10 Stylish Outfits You Need to Try

Leggings are the ultimate wardrobe staple — comfortable, versatile, and a game-changer for any outfit. But figuring out what to wear with leggings can sometimes feel like a puzzle. Don’t worry, I’ve got you covered! 

In this post, I’m sharing 10 stylish outfit ideas that will help you elevate your leggings game for work, casual outings, and even a night out. From athleisure luxe to minimalist professional, you’ll find the perfect pairing for every occasion.

1. For Everyday Chic: High-Waisted Leggings and Oversized Sweaters

For Everyday Chic: High-Waisted Leggings and Oversized Sweaters

Pairing high-waisted leggings with an oversized wool sweater or cropped knit cardigan is a timeless go-to look. This combination gives you a cozy, comfortable vibe while still being fashion-forward. 

If you’re wondering what to wear with leggings for an easy and chic look, this pairing is a great place to start. Complete the outfit with UGG boots or chunky sneakers for a chic but effortless look.

Tip: Make sure the sweater is long enough to balance the slim fit of the leggings and create a well-proportioned silhouette.

2. For a Night Out: Faux-Leather Leggings and Silky Tops

Faux-leather leggings are perfect for a night out. Pair them with a silky blouse or a textured going-out top for a touch of glam. Add heeled ankle boots to complete the look, giving you a sleek and sophisticated vibe.

Pro Tip: You can also play with a structured bag or layer a statement necklace for added drama.

3. For the Office: Ponte Leggings and Button-Up Shirts

Use thicker ponte leggings, which resemble trousers, to create a polished, professional outfit. Pair them with a longline white button-up shirt and finish the look with sleek loafers or pointed flats. This ensemble is perfect for business casual environments and looks both stylish and comfortable.

Style Tip: Stick with neutral colors for a more professional appearance — black, navy, or grey are your best bets.

4. For Cold Weather: Layer with a Puffer Vest or Bomber Jacket

When the temperatures drop, puffer vests and oversized leather bomber jackets are the perfect additions to your leggings look. They add both warmth and dimension to your outfit, keeping you cozy and stylish at the same time. Layer these over a hoodie or long-sleeve shirt for added comfort.

Tip: Add a chunky scarf or retro sneakers for a bit of street style.

5. Minimalist Professional: Blazers with Leggings for the ‘French Girl Corpcore’ Look

Minimalist Professional: Blazers with Leggings for the 'French Girl Corpcore' Look

For a more professional look, layer a fitted or oversized blazer over leggings for the perfect “French Girl Corpcore” aesthetic. This is an ideal outfit for a day in the office or a casual meeting, combining both comfort and sophistication.

Style Tip: Pair with pointed-toe flats or sleek loafers to maintain that minimalist, elegant vibe.

6. Chocolate Tones: Switch Up Your Legging Color

In 2026, deep chocolate brown leggings are a stylish alternative to classic black. Mocha cream leggings add richness and depth to any outfit, giving your look a trendy, fresh vibe. Pair them with neutral-colored tops or oversized sweaters for a cozy yet stylish outfit.

Pro Tip: Brown leather boots or chunky sneakers will complete the look.

7. Athleisure Luxe: Wool Coats and Chunky Sneakers

When it comes to a modern weekend look, combine your leggings with a long wool coat or trench coat over a heavyweight hoodie and chunky “dad” sneakers. This outfit merges comfort with style, perfect for running errands or a weekend brunch.

Tip: Layering oversized pieces will create balance and keep your look chic.

8. The Rule of Three: Elevate Your Look with Accessories

To make your leggings outfit stand out, add a third piece — like a scarf, structured bag, or hat. This small touch can transform your look from gym-ready to street-worthy, giving it a more fashionable edge. If you’re still unsure what to wear with leggings to elevate your casual look, consider adding a third accessory to complete the outfit.

Style Tip: A structured bag and oversized sunglasses can turn a simple leggings outfit into a statement.

9. Sock Styling: Retro Vibes with Crew Socks

For a trendy athletic look, pull crew socks over your leggings and pair them with retro New Balance 327s or similar sneakers. This combo adds a fun, sporty vibe to your leggings look, perfect for a laid-back day of casual outings.

Tip: Add a graphic tee or boxy shacket to complete the look.

10. Proportions: Balance Leggings with a Voluminous Top

Proportions: Balance Leggings with a Voluminous Top
Sportswoman jogging outdoors. Smiling asian fitness girl in wireless earphones, listening music and running on road, workout.

When styling leggings, balance their tight fit with a boxy shacket or oversized tee. This creates a chic, proportionate look that’s both flattering and trendy. For a more polished outfit, add ankle boots or sleek flats.

Style Tip: Opt for loose-fitting tops that hit just below the waistline to maintain proper proportions.

Frequently Asked Questions (FAQs)

1. Can I wear leggings with a dress?

Yes! Pair leggings with a long tunic dress or oversized sweater dress for added warmth. Add knee-high boots or ballet flats to complete the look.

2. How can I make leggings look professional?

Opt for thicker ponte leggings and pair them with a structured blazer or long button-up shirt for a professional and polished look.

3. Are leggings appropriate for work?

Yes, leggings can be work-appropriate when paired with structured tops and blazers. Make sure they are not too thin or see-through, and choose dark, neutral colors for a professional appearance.

4. What shoes should I wear with leggings?

For casual looks, sneakers or flats work well. For more polished outfits, try pointed flats, ankle boots, or loafer heels to elevate your leggings look.

Conclusion

Leggings are more versatile than ever in 2026, offering endless possibilities for creating stylish outfits. Whether you’re dressing up for work, layering for colder weather, or going for a chic athleisure look, leggings are the perfect base for a variety of outfits. 

With the right styling tips and accessories, you can easily transition your leggings from casual to professional or even edgy for a night out. So next time you’re wondering what to wear with leggings, remember these key outfit ideas to stay stylish, comfortable, and on-trend.

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